N,N-diethyl-2-phenyl-1H-indole-1-carboxamide

Base Information

• Chemical Name: N,N-diethyl-2-phenyl-1H-indole-1-carboxamide
• CAS No.: 858647-69-5
• Molecular Formula: C₁₉H₂₀N₂O
• Molecular Weight: 292.381
• Mol file: 858647-69-5.mol

Synonyms:N,N-diethyl-2-phenyl-1H-indole-1-carboxamide

Chemical Property of N,N-diethyl-2-phenyl-1H-indole-1-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-diethyl-2-phenyl-1H-indole-1-carboxamide

There total 2 articles about N,N-diethyl-2-phenyl-1H-indole-1-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

iodobenzene (591-50-4) + 2-trimethylsilanyl-indole-1-carboxylic acid diethylamide (548775-58-2) → N,N-diethyl-2-phenyl-1H-indole-1-carboxamide (858647-69-5)

Guidance literature:

2-trimethylsilanyl-indole-1-carboxylic acid diethylamide; With boron tribromide; In dichloromethane; at -25 ℃; for 1h;

iodobenzene; With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; for 4h; Heating;

DOI:10.1021/ol0506563

Reference yield:

indole-1-carboxylic acid diethylamide (119668-50-7) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → N,N-diethyl-2-phenyl-1H-indole-1-carboxamide (858647-69-5) + C19H20N2O (1335095-78-7)

Guidance literature:

With 9,9’-dimethyl-4,5-diazafluorene; palladium(II) trifluoroacetate; oxygen; propionic acid; at 120 ℃; for 18h; under 8360.56 Torr; regioselective reaction; Sealed vessel;

DOI:10.1039/c1cc13632a

Reference yield: 100.0%

N,N-diethyl-2-phenyl-1H-indole-1-carboxamide (858647-69-5) → N,N-diethyl-2-(1H-indol-2-yl)benzamide (1039557-09-9)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ol800307g

upstream raw materials:

iodobenzene

2-trimethylsilanyl-indole-1-carboxylic acid diethylamide

indole-1-carboxylic acid diethylamide

benzene

Downstream raw materials:

N,N-diethyl-2-(1H-indol-2-yl)benzamide

Refernces

• 1、 Zhao, Zhongdong,Snieckus, Victor. "Directed ortho metalation-based methodology. Halo-, nitroso-, and boro-induced ipso-desilylation. Link to an in situ Suzuki reaction". . p. 2523 - 2526. Retrieved 2007/10/03.